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Middletown Springs Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Middletown Springs holiday rentals

A wooden deck with a white lattice base, a metal roof, and a house with a garage door in the background.

1. Beautiful 1-bedroom cabin with AC in wonderful Wells

Beautiful 1-bedroom cabin with AC in wonderful Wells
Wells
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful location with Mountain views. Property owners were wonderful hosts."
United States
Jane
The price is HK$882
HK$1,163 total
includes taxes & fees
24 Oct - 25 Oct
Beautiful 1-bedroom cabin with AC in wonderful Wells
A yurt with a red door, a visible interior with a fire, and snow outside.

2. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Off-Grid Mongolian Yurt on Vermont Sheep Farm
Poultney
The price is HK$824
HK$1,186 total
includes taxes & fees
1 Nov - 2 Nov
Off-Grid Mongolian Yurt on Vermont Sheep Farm
A dining table set with plates, glasses, and a vase with a plant.

3. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is HK$777
HK$1,537 total
includes taxes & fees
2 Nov - 3 Nov
Cozy Rutland Retreat
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

4. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is HK$698
HK$1,816 total
includes taxes & fees
26 Oct - 27 Oct
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A two-story house with a covered porch and a gabled roof.

5. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
9.2 out of 10, Wonderful, (39 reviews)
"Very nice house to stay in Fair Haven VT. Worked perfectly for us and beautiful area. Clean and has everything you need."
United States
Amy G.
The price is HK$1,058
HK$2,382 total
includes taxes & fees
25 Oct - 26 Oct
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
A wooden cabin interior with a wooden dresser, a floral chair, a teal refrigerator, and a shelf with mugs and a coffee maker.

6. Peaceful 1-bedroom bungalow with AC in charming Wells

Peaceful 1-bedroom bungalow with AC in charming Wells
Wells
9.6 out of 10, Exceptional, (4 reviews)
"This is the most amazing spot. Our second time staying here after the horse races and we will definitely be back next summer. You guys are awesome!"
United States
Donna A.
The price is HK$1,448
HK$1,859 total
includes taxes & fees
24 Oct - 25 Oct
Peaceful 1-bedroom bungalow with AC in charming Wells
A row of white houses with a clear night sky and visible stars.

7. Comfy Cottage with Private Hot Tub in Historic East Poultney

Comfy Cottage with Private Hot Tub in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (18 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is HK$1,685
HK$3,063 total
includes taxes & fees
25 Oct - 26 Oct
Comfy Cottage with Private Hot Tub in Historic East Poultney
A kitchen with a black tiled backsplash, a coffee maker, and a plate of coffee pods.

8. Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Killington
9.8 out of 10, Exceptional, (14 reviews)
"We had such a great time staying here. It was clean, cozy and so convenient to walk right out the door to the slopes! "
United States
Susanne B.
The price is HK$944
HK$2,932 total
includes taxes & fees
25 Oct - 26 Oct
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

9. Rutland apartment on the bus route with central A/C, near Pico

Rutland apartment on the bus route with central A/C, near Pico
Rutland
The price is HK$1,029
HK$2,633 total
includes taxes & fees
28 Oct - 29 Oct
Rutland apartment on the bus route with central A/C, near Pico
A swimming pool with a hot tub, surrounded by a building with balconies and a fenced area with trees.

10. Mountain Green ground-floor condo with private yard off the patio

Mountain Green ground-floor condo with private yard off the patio
Killington
The price is HK$576
HK$2,271 total
includes taxes & fees
26 Oct - 27 Oct
Mountain Green ground-floor condo with private yard off the patio
A rustic cabin with a wooden porch, a door, and a large potted plant.

11. Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (31 reviews)
"Another great stay."
United States
leonard
The price is HK$1,560
HK$2,612 total
includes taxes & fees
15 Nov - 16 Nov
Unique family-friendly Vermont cabin!
A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

12. Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.

Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
Killington
9.6 out of 10, Exceptional, (7 reviews)
"Everything was as advertised. Host was responsive to questions. Great stay overall."
United States
Riley T.
The price is HK$946
HK$2,895 total
includes taxes & fees
25 Oct - 26 Oct
Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
A modern loft bedroom with a sloped ceiling, a fireplace, a large TV, and a balcony with a scenic view.

13. Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.

Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
Killington
10.0 out of 10, Exceptional, (14 reviews)
"A wonderful up to date property a short walk to the lifts! Would definitely stay here again."
United States
Mike B.
The price is HK$859
HK$2,512 total
includes taxes & fees
25 Oct - 26 Oct
Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
A spacious kitchen with a large island, wooden dining table, and chairs. There are multiple windows providing natural light and views of the outdoors.

14. large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.2 out of 10, Wonderful, (9 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is HK$1,227
HK$3,556 total
includes taxes & fees
5 Nov - 6 Nov
large ski ranch hot tub close to killington pets ok
A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

15. Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Killington
9.4 out of 10, Exceptional, (12 reviews)
"Quick trip but would stay here again"
United States
John O.
The price is HK$1,180
HK$3,243 total
includes taxes & fees
25 Oct - 26 Oct
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
A modern kitchen with white cabinets, a built-in microwave, and a stainless steel refrigerator.

16. The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.

The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
Killington
9.2 out of 10, Wonderful, (10 reviews)
"Perfect clean space, very comfortable and great location for the week. We were not big fans of the mattress toppers, they kept sliding off, but that is a personal preference matter. Staff communication was 10 out of 10. Highly recommend."
United States
Lisa
The price is HK$936
HK$2,916 total
includes taxes & fees
25 Oct - 26 Oct
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
A modern living room with a stone fireplace, a flat-screen TV mounted above it, wooden flooring, and a kitchen area in the background.

17. Modern Killington Farmhouse Condo: Close to it all! 412

Modern Killington Farmhouse Condo: Close to it all! 412
Killington
10.0 out of 10, Exceptional, (61 reviews)
"Fantastic spot for hitting mountains as a family. Incredibly clean, convenience, and comfortable. Couldn’t be better! EV charging on site was the icing on the cake "
United States
Tyler L.
The price is HK$944
HK$2,885 total
includes taxes & fees
25 Oct - 26 Oct
Modern Killington Farmhouse Condo: Close to it all! 412
A living room with a fireplace, a sofa, a coffee table, and a television.

18. Mountain Green high-floor front condo in Building 3 with ski trail views

Mountain Green high-floor front condo in Building 3 with ski trail views
Killington
8.8 out of 10, Excellent, (47 reviews)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is HK$732
HK$2,976 total
includes taxes & fees
29 Oct - 30 Oct
Mountain Green high-floor front condo in Building 3 with ski trail views
A modern bedroom with a bed, bedside table, and a window with a view.

19. The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
Killington
9.6 out of 10, Exceptional, (5 reviews)
"Place was great"
United States
Nathan H.
The price is HK$604
HK$2,026 total
includes taxes & fees
26 Oct - 27 Oct
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.

20. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Killington
9.6 out of 10, Exceptional, (5 reviews)
"Great room!"
United States
Carla M.
The price is HK$595
HK$2,015 total
includes taxes & fees
25 Oct - 26 Oct
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middletown Springs Hotel Reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"We had soooooo much fun and will definitely be back!!!! 10/10 all around :)"
Bridget 2-night trip
Posted 1 hour ago
The Mountain Inn at Killington

Find out more about Middletown Springs

Search for holiday rentals in Middletown Springs on Expedia! You can easily find your home rentals, villas, holiday apartments in Middletown Springs using one of the methods below:

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Look no further and take a look at our great range of rental properties in Middletown Springs!

Frequently asked questions

Can I find holiday rentals in Middletown Springs?

Yes, there are holiday rentals close to the most popular sights in Middletown Springs, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Middletown Springs has to offer?

Rustic home with a private hot tub, cable, & washer/dryer: This holiday home rental outside of Middletown Springs is located in the city centre, and has a fireplace, 1 hot tub and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Middletown Springs?

While exploring the area, visit family-friendly sights like Pond Hill Ranch and Pro Rodeo, or get outside and enjoy nature at Mineral Springs Park. In the wider area, you’ll find Middletown Springs Public Library and Lake Saint Catherine State Park.

What are holiday rentals like in Middletown Springs?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middletown Springs. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for family trips.